Bromoacetic acid

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Bromoacetic acid
IUPAC name Bromoacetic acid
Other names Bromoethanoic acid, 2-Bromoacetic acid, α-Bromoacetic acid, Monobromoacetic acid, Carboxymethyl bromide, UN 1938
Identifiers
CAS number [79-08-3]
PubChem 6227
EINECS number 201-175-8
RTECS number AF5950000
SMILES C(C(=O)O)Br
InChI 1/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5)
Properties
Molecular formula C2H3BrO2
Molar mass 138.95 g/mol
Appearance White to light yellow crystalline solid
Density 1.934 g.cm-3
Melting point

49 - 51 °C

Boiling point

206 - 208 °C

Solubility in water polar organic solvents
Structure
Crystal structure Hexagonal or orthorhombic
Hazards
Main hazards Toxic (T), Corrosive {C)
NFPA 704
1
3
0
 
R-phrases R23/24/25, R36
S-phrases S36/37/39, S45
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Bromoacetic acid is the chemical compound with the formula CH2BrCO2H. This colorless solid is a relatively strong alkylating agent. Bromoacetic acid and its esters are widely used building blocks in organic synthesis, for example in pharmaceutical chemistry.

The compound is prepared by bromination of acetic acid.[1]

CH3CO2H + Br2 → CH2BrCO2H + HBr

The compound has a refractive index of 1.4804 (50 °C, D).

[edit] See also

[edit] References

  1. ^ Natelson, S.; Gottfried, S. "Ethyl Bromoacetate" Organic Syntheses, Collected Volume 3, p.381 (1955). http://www.orgsyn.org/orgsyn/pdfs/CV3P0381.pdf (this procedure describes the conversion of acetic acid into bromoacetic acid).

[edit] External links

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